No Whining: Gabbriella Day Two Whine: v. to complain in a feeble or petulant way.Some members think Gabbriella whines too much. I guess we spoil her a little. But today, whining is a punishable offense. We start her off with a fat ball gag in her little mouth and whip on her ass. You’re welcome.Hard, sloppy face fucking turns her on so we deliver with one of the sloppiest blowjobs on the site. Gabbriella’s face is completely pasted in drool. We let her wipe it off long enough to get her thighs spread for a massive vag and anal invasion that leaves Gabbie’s gorgeous ass covered in hot come.

Domestic Anal MILF Training Syren de Mer, Day Two Big Beautiful Tits, Fabulous round ass and a pussy that won’t quit fucking – Syren de Mer is nearly the perfect MILF. Our day one assessment has identified strengths and weaknesses in her skill set, and here on day two the work begins to make improvements on the weak areas and capitalize on her strengths.

Hardcore Anal in Strict Bondage, 19 Year Old Abella Danger, Day One Abella Danger in heavy bondage, huge ball gags, weighted nipple clamps and under strict discipline as hardcore anal slave in training. Abella’s big all natural ass bounces on hard cock as she takes it in the ass while getting flogged, whipped, cropped and manhandled. Abella’s gagged mouth spills creamy drool all over her all natural tits, her nipples are clamped tight as she rides giant dick in her ass and learns to behave like an obedient slave girl.When 19 year old Abella Danger wants to learn about submission and masochism, the budding pain slut come to Training of O to learn how to eroticize the pain and give up her asshole to dominant dick. Abella screams for more cock, more orgasms, more pain, more of everything. And she spills over till she is left a come drunk, fucked, used, anal slave girl with a long road to travel before she sleeps. Welcome to Servitude, Abella.

Assessing Rilynn Rae, Day One Rilynn enters the program with an agenda. She is a sexy as fuck lady with long lean legs, beautiful natural tits and a knockout face that just screams ‘Fuck Me’. And she is smart enough to know right away what she needs to learn:The Curriculum Items – The Art of Welcoming Pain. She hates the pain of the clothes pins on her skin and nipples but she begs me to train her to take the pain and get off on it. – The Squat. She is weak. The squat is central to a strong slave and a strong squat is required for the deep, hard reverse cowgirl fucking we love to see on Training of O. Rilynn is challenged to undertake a program to improve her strength and performance in this area.Intense stress positions, hard corporal punishment, deep throat fucking, hard pussy fucking and intense slave training dominate this smoking hot update.

Training That Ass, Savannah Fox, Day Two Let me add to my original assessment: not only is she a Voracious Whore, she is an undisciplined, greedy black hole Pain Slut of a Voracious Whore. It may well be that this tramp is truly untrainable, but that does not stop me from trying. Humiliating painful beatings are what she deserves, gets and loves. She loves them so much she squirts filthy pussy juice all over my tile floors just from whipping her. After feeding her cock we drag her to a bedroom to get fuck the shit out of her and finish her off with a brutal ass fucking. There. No go do your homework, whore.

Anal MILF Syren de Mer Earns Her Final Marks Hardcore Anal MILF Syren de Mer learns to process pain while getting fucked hard in the ass. Huge toys stretch the submissive MILF’s tight asshole, and hard nipple clamps twist her nipples painfully as the huge cock pumps her plump, round ass. Slave MILF Syren begs for cane strokes and her pussy longs to wear the traditional mark of a slave: Welts. The cane cuts the air and welts the soft mound of her cunt. Syren’s Huge Tits bounce as she is fucked hard in the ass, and the cane cuts a sure welt across her tender tits, leaving a raised welt in it’s wake.Hard, thick cock is shoved down her slave throat and the plug stretches her tight slave ass. Bondage ropes dig into her ass, opening her gape for all to see. Clothespin zippers tear at her cunt and nipples as the cock reams her tight, spasming asshole. The Slave MILF pleads and begs with her eyes, but only gets more cruel treatment till it is time to beg for the come.

Severe Reverse Cowgirl Training Ana Foxxx, Day One Ana is a Good Girl, but she lacks Discipline. She has very little control over her own pussy, and Orgasms just flow like obscenities off a sailor’s tongue. No Discipline. However, her legs are amazing. She doesn’t even ‘workout’. But she is strong. An excellent candidate for the Severe Reverse Cowgirl Training Program. But first, the Lesson…She makes her own Training Goals. I just offer ‘guidance’. She makes her own Rules. I just enforce them. And she makes mistakes. That is when I Punish Her. But the Rewards are so worth it.

Slave Training a Big Tit Blonde Bombshell In Bondage, Day One Smoking hot porn star Cherie Deville is transformed into a bound sex slave when she submits to the cruel torments of slave training. Tommy Pistol fucks the gorgeous bound starlet into submission at the end of a whip, ripping from her orgasm after shattering orgasm.